Singleton Beach Rentals
- From $759 per night (USD)
VRBO
Cozy Ranch with Private Heated Pool, Hot Tub, King Bed, Prime Location, Clean
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
<p>You'll find a boat, bicycles, and more on site at this family-friendly vacation home. Jump into your car and make sho ...
From $759 per night (USD)VRBO
- From $152 per night (USD)
Expedia
Beach Elegant 4U - 1st Floor Fun - Beach & Tennis Resort - Beach Access - A119
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hilton Head Island Beach and Tennis Resort located along Folly Field Beach, Hilton Head Island, SC. Resort has direct Be ...
From $152 per night (USD)Expedia
- From $388 per night (USD)
VRBO
Escape to an oceanfront resort on Hilton Head Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located on the beautiful shores of Hilton Head Island, Marriott's SurfWatch features two bedroom villa with separate liv ...
From $388 per night (USD)VRBO
- From $339 per night (USD)
Expedia
Lagoon View-Steps to Beach-Double Balcony-Secure Resort! Oceanside Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Admiral’s Row villa is just a quick walk to the beach. It is ready for family vacations or a couple wanting to rela ...
From $339 per night (USD)Expedia
- From $1304 per night (USD)
VRBO
6 Bedroom Beach House with Heated Pool 2 Blocks to Beach
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Make Vacation Memories! This 4-year-old beach home that sleeps 16 and has a private heated pool (no extra charge for he ...
From $1304 per night (USD)VRBO
- From $252 per night (USD)
Expedia
Sunset Rentals- 2B Sandcastle Plaza
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
2B Sandcastle Plaza offers a unique and luxurious vacation rental experience. This massive 2 bedroom, 2.5 bathroom dog-f ...
From $252 per night (USD)Expedia
- From $262 per night (USD)
VRBO
Oceanfront, 3rd-floor condo with corner balcony, pool & beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Cloisters 311 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $262 per night (USD)VRBO
- From $610 per night (USD)
Expedia
118 Sandcastle: Stunning Beach Oriented Home, Walk to Beach, Free Bikes, Pool
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 14
Sandcastles by the Sea is a new gated community located in the Folly Field area of Hilton Head. Conveniently located a s ...
From $610 per night (USD)Expedia
- From $171 per night (USD)
VRBO
#BEACHES ARE OPEN-VILLA W\/ POOL, BEACHFRONT RESORT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Our two bedroom, two bath Villa is a first floor unit and a three minute walk to the sandy shores of Hilton Head Island. ...
From $171 per night (USD)VRBO
- From $1114 per night (USD)
Expedia
Marriott's SurfWatch® (2BR)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your sizable villa is perfect for unwinding with separate bedrooms and baths, living and dining areas, and a private bal ...
From $1114 per night (USD)Expedia
- From $1114 per night (USD)
VRBO
Marriott's SurfWatch® (3BR)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Your sizable villa is perfect for unwinding with separate bedrooms and baths, living and dining areas and private balcon ...
From $1114 per night (USD)VRBO
- From $280 per night (USD)
Expedia
5 min walk to the beach - 1st Fl Condo - Sleep 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hilton Head Beach & Tennis Resort along Folly Field Road. Ocean Villa #A109 is a first-floor end unit conveniently locat ...
From $280 per night (USD)Expedia
- From $99 per night (USD)
VRBO
Sunny top floor resort condo with beach access, indoor\/outdoor pool, hot tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Fully equipped, freshly renovated condo in the ocean facing building of Hilton Head Resort. Top floor, quiet corner unit ...
From $99 per night (USD)VRBO
- From $446 per night (USD)
Expedia
Sunset Rentals- 16 Off Shore in Palmetto Dunes
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
16 Off Shore in Palmetto Dunes is new to Sunset's vacation rental market in the fall of 2023. This single level lowcount ...
From $446 per night (USD)Expedia
- From $351 per night (USD)
VRBO
Remodeled Oceanfront Villa with the sweet sound of the rolling ocean..
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Beachfront Bliss: Hilton Head Condo for Families & Snowbirds! Ocean views, resort perks, WiFi, beach 🏖️ gear, stocked ...
From $351 per night (USD)VRBO
- From $991 per night (USD)
Expedia
Sleeps 18, Private Pool, Walk or golf cart shuttle to beach, Elevator, Roof top deck
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 16
Sleeps 16 | 6-bedrooms + 8-bathrooms | Minutes from the Beach | Private Pool | Rooftop Deck | Golf cart shuttle to beach ...
From $991 per night (USD)Expedia
- From $308 per night (USD)
VRBO
Beach-view 4th-floor condo with balcony, outdoor pool, elevator, BBQ area, W\/D
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sea Cloisters 409 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $308 per night (USD)VRBO
- From $218 per night (USD)
Expedia
Ocean View - Admiral's Row 426 is brought to you by OSRP
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
This two-bedroom two-bathroom villa is located on the 4th floor of Admiral's Row B Bldg. There is a living room with a s ...
From $218 per night (USD)Expedia
- From $156 per night (USD)
VRBO
Connect with the Beach at Folly Field Hilton Head Island with great Beach 🏖 \n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This villa is located in the famous “ Hilton head Beach and Tennis Resort.,” Offers the largest pool on the island wi ...
From $156 per night (USD)VRBO
- From $162 per night (USD)
Expedia
Oceanfront villa with beach access, resort amenities & balcony
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
HH Beach & Tennis 322B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $162 per night (USD)Expedia
- From $317 per night (USD)
VRBO
Palmetto Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Discover our villa in Building 2 of Hilton Head Resort, a gated community, offering stunning marsh, lagoon, and golf co ...
From $317 per night (USD)VRBO
- From $1024 per night (USD)
Expedia
*Under New Management* 6 Bedroom Palmetto Dunes Home - 3 Minute Walk to Beach
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to 77 Mooring Buoy! This beautiful six bedroom, six bathroom home is located 5th row ocean in Palmetto Dunes. A ...
From $1024 per night (USD)Expedia
- Click For Pricing
Expedia
Gorgeous Hilton Head Beach Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to your dream vacation rental in Hilton Head Island! Nestled in a prime location, this exquisite condo offers th ...
Click For PricingExpedia
- From $723 per night (USD)
Expedia
Remodeled Beach Home w\/ Private Pool. Close to tennis, golf and Shelter Cove.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to your luxurious retreat in Palmetto Dunes on Hilton Head Island! This meticulously remodeled 5-bedroom, 3-bath ...
From $723 per night (USD)Expedia
- From $188 per night (USD)
VRBO
Oceanfront Villa steps away from sand & waves
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
A wonderful beach getaway awaits you! Our top floor ocean villa is designed to maximize comfort so you can focus on crea ...
From $188 per night (USD)VRBO
- From $156 per night (USD)
Expedia
Beautiful condo with furnished balcony, pools, tennis, volleyball & fitness room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
HH Beach & Tennis A341 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $156 per night (USD)Expedia
- From $218 per night (USD)
VRBO
6i Fiddler's Cove - Charming 2-BR Villa in Folly Field!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your coastal retreat at this charming Fiddler's Cove villa, just one block from the beach! With its updated c ...
From $218 per night (USD)VRBO
- From $205 per night (USD)
Expedia
242A Hilton Head Beach and Tennis - H2C
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Break free to Hilton Head Island and indulge in island living at this fabulous villa on Folly Field Beach's shores. With ...
From $205 per night (USD)Expedia
- From $186 per night (USD)
VRBO
132C Hilton Head Beach and Tennis - H2C
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Indulge in coastal bliss at this charming beach condo nestled within Hilton Head Beach and Tennis Resort! With direct be ...
From $186 per night (USD)VRBO
- From $179 per night (USD)
Expedia
210A Hilton Head Beach and Tennis - H2C
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Embark on a coastal escapade at Hilton Head Island Beach & Tennis Resort with this laid-back island condo. Offering a sl ...
From $179 per night (USD)Expedia
- From $175 per night (USD)
VRBO
246B Hilton Head Beach and Tennis - H2C
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Picture this: you, lounging on the balcony of this stylish beach resort condo, sipping your morning coffee as you watch ...
From $175 per night (USD)VRBO
- From $179 per night (USD)
Expedia
240C Hilton Head Beach and Tennis - H2C
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the epitome of island living at this stunning Hilton Head Island villa, nestled on the shores of Folly Field ...
From $179 per night (USD)Expedia
- From $179 per night (USD)
VRBO
234A Hilton Head Beach and Tennis - H2C
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Immerse yourself in the essence of beachfront living at this captivating Hilton Head Island Beach & Tennis Resort! Offer ...
From $179 per night (USD)VRBO
- From $205 per night (USD)
Expedia
245B Hilton Head Beach and Tennis - H2C
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to a charming villa at the Hilton Head Island Beach & Tennis Resort and experience the ultimate beachside bliss! ...
From $205 per night (USD)Expedia
- From $191 per night (USD)
VRBO
320A Hilton Head Beach and Tennis - H2C
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your island oasis at this Hilton Head Island Beach & Tennis Resort condo! Get ready to embark on a coastal ad ...
From $191 per night (USD)VRBO
- From $179 per night (USD)
Expedia
321C Hilton Head Beach and Tennis - H2C
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Get ready for some serious sunshine and shenanigans at this Hilton Head Island Beach & Tennis Resort condo! But before w ...
From $179 per night (USD)Expedia
- Click For Pricing
VRBO
Beachy Vibe – 2 BDR in Desirable HHI Resort! Tons of Family-Friendly Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to Beachy Vibes, where every moment feels like a seaside celebration! This bright and inviting home away from hom ...
Click For PricingVRBO
- Click For Pricing
Expedia
Aqua Vista Retreat – 2 BDR in Spectacular Family-Friendly Resort w\/ Pools!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Every day is a vacation day on Hilton Head Island! Catering to all types of travelers and promising a memorable and reju ...
Click For PricingExpedia
- Click For Pricing
VRBO
Luxe, dog-friendly home with rec room, steps to Burkes Beach & Chaplin Park
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Burkes Beach Manor Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For PricingVRBO
- From $172 per night (USD)
Expedia
Resort View - Ocean Villas A117
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This one-bedroom villa is conveniently located on the first floor of Ocean Villas A. This Villa is fully equipped with a ...
From $172 per night (USD)Expedia
- From $718 per night (USD)
VRBO
Amazing Home 9 Min to the Beach, FREE HEATED POOL, 3D Home Theater
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 23
Welcome to Sandcastles and Surf HHI! Sleeps 23 THE HIGHLIGHTS + BRAND NEW CUSTOM-BUILT LUXURY BEACH HOUSE COMPLETED A ...
From $718 per night (USD)VRBO
- From $196 per night (USD)
Expedia
Breezy Hilton Head Resort Condo w\/ Beach Access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Whether you fancy a dip in the ocean or a splash in the pool, this South Carolina condo has something for everyone! This ...
From $196 per night (USD)Expedia
- From $165 per night (USD)
VRBO
Relaxing condo with furnished balcony, outdoor pool, tennis, fitness center
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
HH Beach & Tennis 248C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $165 per night (USD)VRBO
- From $837 per night (USD)
Expedia
Bradley Beach Home | Pool | Steps to Sandy Shores | Next to Driessen Beach Park
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Escape to our coastal retreat at 42 Bradley Beach Road, your ultimate vacation destination for the entire family of up t ...
From $837 per night (USD)Expedia
- From $238 per night (USD)
VRBO
Ocean View - Admirals Row, just steps to beach & sunrises!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hilton Head Beach and Tennis, Admirals Row 2BR/2BA Ocean View Condo. Recently renovated south facing Admiral’s Row unit ...
From $238 per night (USD)VRBO
- From $172 per night (USD)
Expedia
Island Paradise! Entire Villa\n2BR\/2BA Top Floor Villa- Private Beach Access\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Island Paradise! 2BR/2BA-Top Floor- Corner Villa -Direct Private Beach Access-2 Outdoor Pools-Heated Indoor ...
From $172 per night (USD)Expedia
- From $214 per night (USD)
VRBO
Pura Vida Condo - 2BR - Beach Access - # 3208
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our family friendly complex has everything you would need for your vacation. You'll find everything you need for the per ...
From $214 per night (USD)VRBO
- From $923 per night (USD)
Expedia
Luxury Home 7 BR 8 BA Private Pool Singleton Beach Grill Near Ocean Sleeps 24
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 24
Luxury Vacation Home in Singleton Beach. 7 Bedrooms and 8 baths. Great location near beach, shops and restaurants. Priva ...
From $923 per night (USD)Expedia
- From $380 per night (USD)
VRBO
Hilton Head Luxury Direct Oceanfront Villa
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly renovated luxurious penthouse style villa with unobstructed direct ocean views right off your private 3rd floor ba ...
From $380 per night (USD)VRBO
- From $160 per night (USD)
Expedia
Amenity-rich condo 50-yard walk to beach with pools, gym, tennis & playground
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
HH Beach & Tennis B127 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $160 per night (USD)Expedia
- From $404 per night (USD)
VRBO
Charming 3BR\/2Bath Beach Bungalow with Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Featured in the August 2022 issue of Cottages and Bungalows magazine, this beautifully remodeled 3/2 beach bungalow is n ...
From $404 per night (USD)VRBO
- Click For Pricing
Expedia
Sunny Shores Retreat – Chic 2 BDR in Hilton Head Resort w\/ Family Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Come for the sun and stay for the memories! You’ll find plenty of opportunity to make lasting ones here at Sunny Shores ...
Click For PricingExpedia
- From $258 per night (USD)
VRBO
Beach Vibes Condo~Walk to Beach~ Pet Friendly~Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: This 2.5-bedroom beach bungalow has EVERYTHING you need for an amazing vacation in Hilton Head Island! • 2 bl ...
From $258 per night (USD)VRBO
- From $1121 per night (USD)
Expedia
Palmetto Dunes Paradise - 5 bed 5 ba private pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Relax and enjoy all that Palmetto Dunes Oceanfront Resort has to offer in this new custom built 5 bedroom 5 bat ...
From $1121 per night (USD)Expedia
- Click For Pricing
VRBO
Last Min Deal!! 5 Nights, July 6-11 3BR\/3BA Marriott Surfwatch on Hilton Head!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Amazing deal for a 3BR/3BA villa at Marriott Surfwatch Hilton Head Island. We go every year but had something come up th ...
Click For PricingVRBO
- From $187 per night (USD)
Expedia
Cottage by the Sea - Couples Breathtaking Retreat - 1st Floor Oceanfront - A125
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Little Cottage by the Sea is a one of a kind design model in Hilton Head Island Beach and Tennis Resort at Folly Field B ...
From $187 per night (USD)Expedia
- From $161 per night (USD)
VRBO
Views 4U with Beachy Clean Vibe - Beach Access - 3rd Floor w\/Elevator - C344
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
“Kosta Rocca” Unit C344 at Hilton Head Beach and Tennis Resort. An Oceanfront Resort at Folly Field Beach. 3rd Floor Co ...
From $161 per night (USD)VRBO
- From $175 per night (USD)
Expedia
Gated family beachfront resort on HHI, private beach access, bring the kids
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Bring the kids, bring the babies, bring yourselves! Enjoy our condo at the beach on beautiful Hilton Head Island, it sl ...
From $175 per night (USD)Expedia
- Click For Pricing
VRBO
Hear the Ocean waves - HHBT A313
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Everyone needs to Unwind! You can at A Time to Unwind!! You will not want to leave this view. Wonderfully decorated 1 ...
Click For PricingVRBO
- From $188 per night (USD)
Expedia
1st floor condo with balcony, pools, tennis & close to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
HH Beach & Tennis 7C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $188 per night (USD)Expedia
- From $176 per night (USD)
VRBO
Resort condo with beach access, tennis, pools & hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hilton Head Resort 2227 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $176 per night (USD)VRBO
- From $154 per night (USD)
Expedia
Ocean Villa C125 Steps to Beach and Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our fall and winter promotions are in effect! Book 3 nights and get the 4th free, from September 2 through March 1st. Or ...
From $154 per night (USD)Expedia
- From $1054 per night (USD)
VRBO
Marriott's SurfWatch - 2BR, 2Bth - this is RBC Heritage Week! Sleeps up to 8
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: Ocean Vista~ Expansive Ocean Views from Your Private Balcony! The RBC Heritage is a PGA Signature Event! Commu ...
From $1054 per night (USD)VRBO
- From $149 per night (USD)
Expedia
Hilton Head Condo ~ 1\/2 Mi to Folly Field Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
With all the comforts of home and the perks of a resort-like community, this 2-bed, 2-bath Hilton Head Island vacation r ...
From $149 per night (USD)Expedia
- From $211 per night (USD)
VRBO
Hilton Head Beach & Tennis \/ Southern Tides Retreat 2 Bed \/ 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Remodeled condo in the highly sought after Hilton Head Beach and Tennis Resort. You'll love Southern Tides Retreat. Thi ...
From $211 per night (USD)VRBO
- From $297 per night (USD)
Expedia
SNOWBIRDS WELCOME! Hilton Head Resort Getaway | Ton of Amenities | Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Dive into family fun at our charming abode located in Hilton Head Resort! Enjoy a wealth of resort amenities, including ...
From $297 per night (USD)Expedia
- From $181 per night (USD)
VRBO
Beach condo with balcony, pools, & hot tub- near golf & beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hilton Head Resort 3308 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $181 per night (USD)VRBO
- From $489 per night (USD)
Expedia
Lovely single level Palmetto Dunes home with a pool and lagoon views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This lovely single level Palmetto Dunes home has undergone some recent updates in summer 2024! Upon entry you are imme ...
From $489 per night (USD)Expedia
- From $1081 per night (USD)
VRBO
Large Oceanview Home | 3 min to Beach | Pool & Spa | Elevator | Family-Centered Neighborhood
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 18
Escape to luxury at 3 Urchin Manor, your ultimate vacation destination for extended family and friends. Just .1 mile fro ...
From $1081 per night (USD)VRBO
- From $227 per night (USD)
Expedia
Private Beachside, Indoor\/Outdoor Pool, Tiki Bar
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our stunning 2BR/2BA retreat in Hilton Head Island's premier resort! Enjoy private beach access, relax in the ...
From $227 per night (USD)Expedia
- From $365 per night (USD)
VRBO
3 bed, 2 bath condo - walk to the beach, 3 pools, AC, WiFi, fitness room
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the beauty of Hilton Head Island from this 3-bedroom condo. This lovely property features 1 king bed and 2 quee ...
From $365 per night (USD)VRBO
- From $192 per night (USD)
Expedia
Resort View - Ocean Villas B137 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This beautifully renovated villa is located in Ocean Villa B on the first floor. The bedroom is furnished with a queen b ...
From $192 per night (USD)Expedia
- From $168 per night (USD)
VRBO
Ocean View - Ocean Villas C348 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This upscale condo is located in Ocean Villas C - on the 3rd floor close to the elevator. It has been completely renova ...
From $168 per night (USD)VRBO
- From $178 per night (USD)
Expedia
Resort View - Ocean Villas C219 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This bright, airy condo is located on the second floor of Ocean Villas C building. There is a queen bed in the master be ...
From $178 per night (USD)Expedia
- From $183 per night (USD)
VRBO
Island Sunrise HHI Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to Island Sunrise Condo on Hilton Head Island! 6 Minute walk to the beach on private boardwalk. Our charming re ...
From $183 per night (USD)VRBO
- From $144 per night (USD)
Expedia
Sunny Shores Retreat – HH Resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Come for the sun and stay for the memories! You’ll find plenty of opportunity to make lasting ones here at Sunn ...
From $144 per night (USD)Expedia
- From $132 per night (USD)
VRBO
Resort Bungalow – Private Boardwalk to the Ocean!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Come experience the coastal beauty of Hilton Head Island, a natural paradise nestled along the idyllic shores o ...
From $132 per night (USD)VRBO
- From $173 per night (USD)
Expedia
Beachy Vibe – 2 BDR In Desirable HHI Resort!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Escape to Beachy Vibes, where every moment feels like a seaside celebration! The Space: This bright and inviti ...
From $173 per night (USD)Expedia
- From $154 per night (USD)
VRBO
Beautiful Hilton Head Island Oasis – Resort 2 BDR!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Hilton Head Island is truly a vacation experience like none other, where southern charm meets coastal beauty cr ...
From $154 per night (USD)VRBO
- From $162 per night (USD)
Expedia
Ocean Villa A313 - Sunrise from the Balcony
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our fall and winter promotions are in effect! Book 3 nights and get the 4th free, from September 2 through March 1st. Or ...
From $162 per night (USD)Expedia
- From $238 per night (USD)
VRBO
Newly renovated beachfront condo with pool, tennis, restaurants, gym, & balcony
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
HH Beach & Tennis 415AR Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $238 per night (USD)VRBO
- From $587 per night (USD)
Expedia
Two Unit Duplex-2m Beach Walk
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Unique rental opportunity for 1 big or two small families. Rent the upper and lower unit at a discount. The property fea ...
From $587 per night (USD)Expedia
- From $215 per night (USD)
VRBO
☆ SNOWBIRDS WELCOME ☆ HHI Beach & Tennis Resort | Ton of Amenities | Year-Around Fun
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Dive into family fun at our charming abode located in Hilton Head Beach & Tennis Resort! Enjoy a wealth of resort amenit ...
From $215 per night (USD)VRBO
- From $719 per night (USD)
Expedia
58 Sandcastle Court | Lagoon Views, Elevator, Free Heated Pool, Walk to the Beach
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 22
Welcome to Sandcastle Dreams! Welcome to 58 Sandcastle Court, a stunning luxury home designed to exceed your expectatio ...
From $719 per night (USD)Expedia
- From $607 per night (USD)
VRBO
101 Sandcastle Court | Dog Friendly | Free Heated Pool | 3 Blocks to the Beach | Elevator
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 18
Welcome to Sunny Sandcastles HHI! Welcome to 101 Sandcastle Court, a luxurious home crafted to exceed your every expect ...
From $607 per night (USD)VRBO
- From $492 per night (USD)
Expedia
Dog-friendly home with private pool, WiFi, W\/D & central AC - snowbird-friendly
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Crabline Court 31 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $492 per night (USD)Expedia
- From $170 per night (USD)
VRBO
Hilton Head Condo w\/ Balcony & Pool, Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Get ready for a dream vacation on Hilton Head Island! This 2-bed, 2-bath vacation rental is nestled in the heart of para ...
From $170 per night (USD)VRBO
- From $188 per night (USD)
Expedia
Quiet Top Floor Condo w\/ Ocean View \/ Sleeps up to 7 \/ has own washer and dryer
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Home Sweet Home is the best way to describe this beautiful, Admiral's Row 2 Bedroom/2 Bath Villa. Everything has been th ...
From $188 per night (USD)Expedia
- From $205 per night (USD)
VRBO
Great Little Villa at Great Beach Front Resort with lots of amentities!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Recently remodeled decor at one of Hilton Head's most popular oceanfront resorts. Fully equipped kitchen with plates, ...
From $205 per night (USD)VRBO
- From $605 per night (USD)
Expedia
Custom Home on Lagoon -Short Walk to Beach-Ensuite Bath for Each BR-Pool-Elev
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
This exquisite Tuscan style home overlooking a lagoon is perfect for a large family reunion with 6 bedrooms and 7 baths ...
From $605 per night (USD)Expedia
- Click For Pricing
VRBO
First-floor oceanfront condo with shared pool & tennis - ocean views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
HH Beach & Tennis 148B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
Click For PricingVRBO
- From $594 per night (USD)
Expedia
Stunning Oceanfront Hideaway with Private Pool, Deck, and Yard - Dogs Welcome
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $594 per night (USD)Expedia
- From $417 per night (USD)
VRBO
Dog-friendly house with private pool & large backyard - walk to beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Boardwalk Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $417 per night (USD)VRBO
- From $152 per night (USD)
Expedia
Coastal Retreat with Patio, Shared Pools, Tennis & Playground - Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fiddlers Cove 17C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $152 per night (USD)Expedia
- From $280 per night (USD)
VRBO
Waterfront Penthouse Villa with Shared Pool and Ocean View - Close to the Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Sea Cloisters 512 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $280 per night (USD)VRBO
- From $145 per night (USD)
Expedia
Direct Oceanfront Bright and Airy Condo
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
FULLY RENOVATED! Our oceanfront, second floor condo has the best location in the complex. This corner unit (A223), ...
From $145 per night (USD)Expedia
- From $146 per night (USD)
VRBO
Bright Beach Condo on 50-Acre Hilton Head Resort!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Your Hilton Head escape awaits when you book a stay at this 1-bedroom, 1-bathroom vacation rental. Take a short walk dow ...
From $146 per night (USD)VRBO
- From $216 per night (USD)
Expedia
Fantastic Upgrades - Beach Access to Sand & Pool - 1st Floor C145 - SNOWBIRD
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Hilton Head Island Beach and Tennis Resort along Folly Field Beach. Beachfront/side Full Amenity Resort!!!! - It has eve ...
From $216 per night (USD)Expedia
- From $336 per night (USD)
VRBO
Relax and Unwind at this Oceanfront Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Enjoy this lovely condo in the Hilton Head Island Beach and Tennis Resort. Your condo is just steps from the surf and s ...
From $336 per night (USD)VRBO
- From $321 per night (USD)
Expedia
New Listing Direct Oceanfront 2 BR Updated Luxury condo Spectacular Views Granite Kitchen
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wonderful updated luxury two bedroom/two bath condo with great ocean views. Walk right out from the deck to the ocean. ...
From $321 per night (USD)Expedia